Uploaded March 2026 | Updated September 2026, 1 week ago

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Christina Cacioppo, founder and CEO of Vanta, joins the pub to discuss building the future of agentic trust. She explains why compliance has a “vitamin vs painkiller” dynamic, the drama behind their famous 101-billboard campaign, and why she believes "market sizing is bullshit." They cover the tension between vibe coding and rigorous security, how Vanta is using agents to generate UI, and why the best founders are relentless truth-seekers.

Full transcript on Substack: open.substack.com/pub/cheekypint/p/compliance-at-scale-and-why-tam-is

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Key moments
00:00:17 Vanta
00:12:30 How compliance works
00:15:06 Breaches
00:23:52 Stripe Tax
00:24:43 AI and compliance
00:44:50 Go-to-market
00:47:22 Lessons from USV